Evidence map›Paper›PMID 23944931›Full record

ArticleJournal of natural products2013

Frenolicins C-G, pyranonaphthoquinones from Streptomyces sp. RM-4-15.

Xiachang Wang, Khaled A Shaaban, Sherif I Elshahawi, Larissa V Ponomareva, Manjula Sunkara, Yinan Zhang, Gregory C Copley, James C Hower, Andrew J Morris, Madan K Kharel and 1 more

Abstract read
In one paragraph

Article in Journal of natural products, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 46 papers.

0numbers the graph read from it
0cells of the map it votes in
46citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

46 citing papers in PubMed.

  1. Article
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  4. Gunacins: Novel Benzo[ACS omega · 2025
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  11. Article
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  13. Article
  14. Article
  15. Diverse polyketides from the marine endophyticBiotechnology reports (Amsterdam, Netherlands) · 2022
    Article
  16. Article
  17. Marine drugs · 2021
    Article
  18. Article
  19. Article
  20. RF-3192C and other polyketides from the marine endophyticMedicinal chemistry research : an international journal for rapid communications on design and mechanisms of action of biologically active agents · 2021
    Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

11 authors.

Xiachang WangCenter for Pharmaceutical Research and Innovation, College of Pharmacy, University of Kentucky, 789 South Limestone Street, Lexington, Kentucky 40536-0596, USA.
Khaled A Shaaban
Sherif I Elshahawi
Larissa V Ponomareva
Manjula Sunkara
Yinan Zhang
Gregory C Copley
James C Hower
Andrew J Morris
Madan K Kharel
Jon S Thorson

Funding

The role of IKKß in linking obesity to adipose tissue inflammation and adipogeneP20GM103527 · NIGMS · UNIVERSITY OF KENTUCKY · PI CASSIS, LISA A · 2012 to 2017
$13.7M
Kentucky Center for Clinical and Translational ScienceUL1TR000117 · NCATS · UNIVERSITY OF KENTUCKY · PI KERN, PHILIP A · 2012 to 2015
$13.3M
Thermo/Finnigan TSQ AM Triple Stage Quadrupole Mass SpectrometerS10RR024598 · NCRR · UNIVERSITY OF KENTUCKY · PI MORRIS, ANDREW J · 2008 to 2008
$493k
NCATS NIH HHS UL1 TR000117NCRR NIH HHS S10 RR024598NIGMS NIH HHS P20 GM103527
6 · The paper itself

Abstract

Appalachian active coal fire sites were selected for the isolation of bacterial strains belonging to the class actinobacteria. A comparison of high-resolution electrospray ionization mass spectrometry (HRESIMS) and ultraviolet (UV) absorption profiles from isolate extracts to natural product databases suggested Streptomyces sp. RM-4-15 to produce unique metabolites. Four new pyranonaphthoquinones, frenolicins C-F (1-4), along with three known analogues, frenolicin (6), frenolicin B (7), and UCF76-A (8), were isolated from the fermentation of this strain. An additional new analogue, frenolicin G (5), along with two known compounds, deoxyfrenolicin (9) and UCF 13 (10), were isolated from the fermentation supplied with 18 mg/L of scandium chloride, the first example, to the best of our knowledge, wherein scandium chloride supplementation led to the confirmed production of new bacterial secondary metabolites. Structures 1-5 were elucidated on the basis of spectral analysis and chemical modification. While frenolicins are best known for their anticoccidial activity, the current study revealed compounds 6-9 to exhibit moderate cytotoxicity against the human lung carcinoma cell line (A549) and thereby extends the anticancer SAR for this privileged scaffold.

Indexed as

ActinobacteriaAppalachian RegionBenzoisochromanequinonesDrug Screening Assays, AntitumorHumansMolecular StructureNaphthoquinonesPyronesSpectrometry, Mass, Electrospray IonizationStreptomycesStructure-Activity RelationshipBenzoisochromanequinonesdeoxyfrenolicinfrenolicin Bfrenolicin CNaphthoquinonesPyronesUCF76-A

Identifiers

PMID23944931
PMCPMC3862173

What OpenQuestion holds

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Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.